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(1R,3S)-5-(1,8-dihydroxy-6-methyl-9-oxo-10H-anthracen-2-yl)-5,9-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 65b56d27-eba7-4a9c-95f0-0607bcc341a9
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (1R,3S)-5-(1,8-dihydroxy-6-methyl-9-oxo-10H-anthracen-2-yl)-5,9-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one
SMILES (Canonical) CC1CC2=C(C(O1)C)C(=O)C3=C(C2(C4=C(C5=C(CC6=C(C5=O)C(=CC(=C6)C)O)C=C4)O)OC)C=CC=C3OC
SMILES (Isomeric) C[C@H]1CC2=C([C@H](O1)C)C(=O)C3=C(C2(C4=C(C5=C(CC6=C(C5=O)C(=CC(=C6)C)O)C=C4)O)OC)C=CC=C3OC
InChI InChI=1S/C32H30O7/c1-15-11-19-14-18-9-10-21(29(34)27(18)31(36)26(19)23(33)12-15)32(38-5)20-7-6-8-24(37-4)28(20)30(35)25-17(3)39-16(2)13-22(25)32/h6-12,16-17,33-34H,13-14H2,1-5H3/t16-,17+,32?/m0/s1
InChI Key LNMCSAJOFQEYRE-KZQCBURKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H30O7
Molecular Weight 526.60 g/mol
Exact Mass 526.19915329 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.13
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S)-5-(1,8-dihydroxy-6-methyl-9-oxo-10H-anthracen-2-yl)-5,9-dimethoxy-1,3-dimethyl-3,4-dihydro-1H-benzo[g]isochromen-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9818 98.18%
Caco-2 - 0.6361 63.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8003 80.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9576 95.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9919 99.19%
P-glycoprotein inhibitior + 0.8585 85.85%
P-glycoprotein substrate - 0.5450 54.50%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.6028 60.28%
CYP2C9 inhibition + 0.7021 70.21%
CYP2C19 inhibition + 0.6362 63.62%
CYP2D6 inhibition - 0.8420 84.20%
CYP1A2 inhibition + 0.5250 52.50%
CYP2C8 inhibition + 0.5923 59.23%
CYP inhibitory promiscuity + 0.6991 69.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.4786 47.86%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8645 86.45%
Skin irritation - 0.7524 75.24%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6619 66.19%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5552 55.52%
skin sensitisation - 0.8509 85.09%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6278 62.78%
Acute Oral Toxicity (c) I 0.5323 53.23%
Estrogen receptor binding + 0.8417 84.17%
Androgen receptor binding + 0.6941 69.41%
Thyroid receptor binding + 0.6112 61.12%
Glucocorticoid receptor binding + 0.8769 87.69%
Aromatase binding + 0.6406 64.06%
PPAR gamma + 0.7857 78.57%
Honey bee toxicity - 0.8436 84.36%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9863 98.63%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.22% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.40% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.18% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.70% 99.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 91.56% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.71% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 88.57% 94.03%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.36% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 87.99% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.63% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.25% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 85.87% 91.49%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.72% 82.38%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.69% 100.00%
CHEMBL4208 P20618 Proteasome component C5 84.01% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.21% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 81.98% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.94% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.88% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.53% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.60% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.49% 99.15%
CHEMBL4530 P00488 Coagulation factor XIII 80.30% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Karwinskia parvifolia

Cross-Links

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PubChem 101889642
LOTUS LTS0093139
wikiData Q104084941